
Chicago Harbor Rentals

- From $302 per night (USD)
VRBO
Brownstone in Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $302 per night (USD)VRBO
- From $531 per night (USD)
Expedia
Luxury Downtown Penthouse with Private Rooftop!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB!! Designed by a famous Chicago Designer using strictly West El ...
From $531 per night (USD)Expedia
- From $1418 per night (USD)
VRBO
The Orleans Floor 3 Private rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: You will get the following with this rental: - You will have your own private floor and access to 2 individual ...
From $1418 per night (USD)VRBO
- From $1480 per night (USD)
Expedia
The Orleans - Floor 2 Private roof deck Patio!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: The Orleans - Floor 2 is custom designed for Airbnb and you will get 2 units on an entire floor of the building ...
From $1480 per night (USD)Expedia
- Click For Pricing
VRBO
Landing at 500 Lake Shore Drive - 1 Bedroom in Streeterville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
500 Lake Shore Drive was designed with your lifestyle in mind. Take a dip in the rooftop pool, then retreat from the sun ...
Click For PricingVRBO
- Click For Pricing
Expedia
858 Orleans
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 11
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
Click For PricingExpedia
- From $226 per night (USD)
VRBO
Cozy 1-bedroom apartment .luxury building
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This memorable apartment is the perfect home base for your trip to Chicago. Nestled in the heart of the city, this charm ...
From $226 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Elegant King Bed 1.5 Bath Suite in the Heart of Chicago's Gold Coast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each apartment offers a luxurious living experience, as they come fully furnished with all the amenities you could need. ...
From $204 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Elegant 1 Bed Suite at Walton Residence in Gold Coast Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each apartment offers a luxurious living experience, as they come fully furnished with all the amenities you could nee ...
From $215 per night (USD)VRBO
- From $2514 per night (USD)
Expedia
870 bldg - 3 Separate Suites in same building
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Summary: This listing is ideal for LARGE GROUPS that wish to have individual Suites and separate living spaces for diffe ...
From $2514 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Downtown Park Mich Ave Penthouse - Rooftop & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because ...
From $281 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Chicago Cityview Chic - Gold Coast/River North
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stylish, modern 2-bed, 1-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover ...
From $190 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury 2 bed. Views of Navy pier, lakefront and city! Beach within steps!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Clean! Clean! Clean! 39th floor with Amazing views!!! Lots of space. Large Chefs Kitchen for entertaining! Sunrise eve ...
Click For PricingVRBO
- From $214 per night (USD)
VRBO
River North Luxury Condo 2 King Beds 2 Baths
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the sought-after neighborhood of River North, this 2/2 high-rise condo provides luxury accommodations with am ...
From $214 per night (USD)VRBO
- From $968 per night (USD)
VRBO
Downtown Gold Coast 4bd/4ba - 2 apts
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
𝐅𝐞𝐞𝐥 𝐚𝐭 𝐇𝐨𝐦𝐞, 𝐔𝐧𝐰𝐢𝐧𝐝, 𝐚𝐧𝐝 𝐄𝐧𝐣𝐨𝐲 𝐭𝐡𝐞 𝐚𝐦𝐞𝐧𝐢𝐭𝐢𝐞𝐬 𝐲𝐨𝐮 𝐝𝐞𝐬𝐞𝐫𝐯𝐞 𝐰𝐡𝐞𝐧 𝐲𝐨𝐮 ...
From $968 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Luxury Loft Collection 903 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $768 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Luxury Loft Collection 902 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious build ...
From $759 per night (USD)VRBO
- From $1519 per night (USD)
Expedia
Luxury Loft Collection COMBO 902/903 Terrace
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 30
Summary: Enjoy the combination of your own 2 side-by-side private luxury lofts in Chicago's bustling River North-the cit ...
From $1519 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with high floor views over the city. It’ll b ...
From $98 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Stunning South Loop 2BR w/ Doorman, near Aquarium & Train, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming hom ...
From $112 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Beautiful Unit CHI in Prime River North - 2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Downtown Living is perfect for families, children and corporate gatherings. Looking to stay in the best neighbo ...
From $519 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Historic and Unique Brownstone in Gold Coast - 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $185 per night (USD)Expedia
- From $294 per night (USD)
VRBO
2nd Floor Flat in River North - 2N
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designe ...
From $294 per night (USD)VRBO
- From $300 per night (USD)
Expedia
3rd Floor Flat in River North - 3N
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: REMODELED AND BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designer us ...
From $300 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Beautiful Unit CHI in Prime River North - 1
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: This is a super unique place! This Downtown Living destination is perfect for everything from families with sma ...
From $519 per night (USD)VRBO
- From $561 per night (USD)
Expedia
2nd Floor Flat in River North - 2S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. Designed by a famous Chicago Designer using strictly West E ...
From $561 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Striking South Loop 1BR w/ Rooftop, walk to Grant Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $90 per night (USD)VRBO
- From $85 per night (USD)
Expedia
Sweet South Loop 1BR w/ Rooftop, nr Grant Park & Museums, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated South Loop furnished one bedroo ...
From $85 per night (USD)Expedia
- From $122 per night (USD)
VRBO
Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop. It’ll be easy to simply show up and start l ...
From $122 per night (USD)VRBO
- From $303 per night (USD)
VRBO
#1608 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $303 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Gold Coast/Downtown Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New Listing! Freshly renovated Gold Coast hideaway provides the perfect escape from the nearby shopping and restaurant a ...
From $331 per night (USD)VRBO
- From $740 per night (USD)
Expedia
Luxury Loft Collection 703 - Terrace - River North
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: BRAND NEW LOFT IN RIVER NORTH! Enjoy your new private luxury loft in Chicago's newest and most luxurious bui ...
From $740 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Luxury Designer Penthouse West |Pool| Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $638 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Chicago Cityview Chic II Gold Coast/River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our stylish, 2-bed, 2-bath condo located in the vibrant Gold Coast/River North neighborhood. Discover the epi ...
From $270 per night (USD)Expedia
- From $319 per night (USD)
VRBO
South Loop 4 Bedroom apt
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: South Loop 4 bedroom apartment with 1.5 bathrooms. We are centrally located and very easy to get anywhere in th ...
From $319 per night (USD)VRBO
- From $1396 per night (USD)
VRBO
Luxury Designer Penthouse Combo |South| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1396 per night (USD)VRBO
- From $1509 per night (USD)
VRBO
Luxury Designer Penthouse Combo |North| Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1509 per night (USD)VRBO
- From $1382 per night (USD)
Expedia
Downtown Penthouse 5bd VIEWS|Parking, Gym+Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Feel at Home, Unwind, and Enjoy the amenities you deserve at our Two 2-Story Downtown Penthouses (Combined Units) with M ...
From $1382 per night (USD)Expedia
- From $1085 per night (USD)
VRBO
2 Connecting Suites at a 4⭐️ Hotel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Delight in exclusive access to the Club Lounge in the Executive Suite at the Renaissance Chicago Downtown Hotel. This 80 ...
From $1085 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Discover Downtown from Our Well-Appointed Space | 2 Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Downtown at Your Doorstep: In the vibrant Loop's heart, our boutique hotel is an urban oasis. Near the Art Institute & M ...
From $574 per night (USD)VRBO
- From $1792 per night (USD)
VRBO
Downtown 9bd - Sleep 18 - (4 units, same floor)
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 16
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $1792 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Downtown 2bd #6 +Gym near Park, Lake, Museums
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $337 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Downtown 2bd #5 +Gym near Park, Lake, Museums
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $336 per night (USD)VRBO
- From $452 per night (USD)
Expedia
Downtown 3bd #7 near Park+Museums
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $452 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Downtown 2bd #4 - Near Grant Park, Museums, Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park! Guests love staying with us because ...
From $345 per night (USD)VRBO
- From $2013 per night (USD)
VRBO
Group Hub: 3 Designer 2BR, Steps to Mag Mile
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Summary: For the ultimate Chicago group getaway, consider 'The Mary,' our collection of three modern 2BR apartments perf ...
From $2013 per night (USD)VRBO
- From $1613 per night (USD)
VRBO
Downtown Group Ideal: 2 Luxury Units, Iconic Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Summary: Accommodate your large groups in 'The Apollo', our two high-end apartments in a central location near iconic Ch ...
From $1613 per night (USD)VRBO
- From $1299 per night (USD)
VRBO
Two Units: Seamless Stay, Downtown Convenience
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Your perfect spot for large groups in downtown Chicago! 'The Winfrey' offers two 2BR apartments in the same bui ...
From $1299 per night (USD)VRBO
- From $1235 per night (USD)
VRBO
Gold Coast Group Stay: 2 Modern 2BR Apartments
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Plan your Chicago group getaway with our two stylish 2BR apartments in the prime location of the Gold Coast, of ...
From $1235 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Amazing River North 1BR w/ Entertainment Area, Pool & Gym, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $112 per night (USD)Expedia
- From $2253 per night (USD)
VRBO
Luxury Downtown PH: Bean & Lake Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Chicago's Exclusive Orion Penthouse! Wake to breathtaking Bean & Park views from your 21st-floor, 3000ft² haven ...
From $2253 per night (USD)VRBO
- From $5094 per night (USD)
VRBO
The Lyra: Luxury Group Getaway - Two Penthouses
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Discover 'The Lyra', a collection of two exclusive penthouses on the same floor in The Loop, perfectly situated ...
From $5094 per night (USD)VRBO
- From $89 per night (USD)
VRBO
Blueground | South Loop 1bd apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $89 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Blueground | River North 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Near North furnished two bedroo ...
From $535 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Blueground | South Loop 1bd apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $118 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Blueground | River North 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $242 per night (USD)Expedia
- From $114 per night (USD)
VRBO
Blueground | South Loop 2bd apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in South Loop with high floor views over the city. It’ll b ...
From $114 per night (USD)VRBO
- From $756 per night (USD)
Expedia
Blocks from the buzz of Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Chicago is waiting for you at this awesome 1-bedroom hotel. The property offers a cozy bedroom and a relaxing bathroom f ...
From $756 per night (USD)Expedia
- From $78 per night (USD)
VRBO
Blueground | South Loop, rooftop & gym, nr parks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this roomy one bedroom Blueground apartment. You’ll love coming ho ...
From $78 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Blueground | South Loop, rooftop & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $139 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Blueground | Streeterville, pool & gym, nr pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Streeterville furnished one bedroom apa ...
From $146 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $203 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Delightful Room w/ Whimsical Decor & Modern Amenities Near Magnificent Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $284 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Burnham Two Queen - Stylish Comfort by the Theatre District, 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $542 per night (USD)VRBO
- From $542 per night (USD)
VRBO
2 Inviting Rooms for Groups w/ Afternoon Delights Near Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $542 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Atwood Queen at Staypineapple - Pet-Friendly Bliss Near Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $256 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Elegant Room w/ Modern Conveniences & Walkable to Major Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $282 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Burnham Two Queen - Staypineapple's Historic Charm Next to Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Loop, steps from The Theatre District and Millennium Park, immerse yourself in Chicago’s marvels. Discove ...
From $282 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $176 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Luxury Designer Penthouse|Private Deck|Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's ce ...
From $690 per night (USD)VRBO
- From $668 per night (USD)
VRBO
Luxury Designer Apartment | Patio | Gold Coast
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: BRAND NEW APARTMENT IN THE HEART OF GOLD COAST! Enjoy your own luxury unit in Chicago's Gold Coast-the city's ...
From $668 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with balcony views over the city. It’ll ...
From $310 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with balcony views over the city. It’ll ...
From $133 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Blueground | Streeterville, pool & gym, nr pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Discover the best of Chicago, with this one bedroom apartment in Streeterville with high floor views over the city. It’l ...
From $92 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this charming Streeterville furnished two bedroom ...
From $248 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Streeterville with balcony views over the city. It’ll b ...
From $361 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished one bedroom a ...
From $167 per night (USD)VRBO
- From $114 per night (USD)
Expedia
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished one bedroom apar ...
From $114 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this lovely two bedroom Blueground apartment. You’ll love coming h ...
From $245 per night (USD)VRBO
- From $514 per night (USD)
VRBO
3 Tranquil Eco-friendly Rooms, Stylish Decor, Near River North Hotspots
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $514 per night (USD)VRBO
- From $342 per night (USD)
VRBO
2 Sleek Eco-friendly Rooms w/ Natural Furnishings in Vibrant River North
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $342 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Experience Comfort in Eco-friendly Room w/ Earth Tone Furniture
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $215 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Relaxing Eco-friendly Room w/ Modern Decor near River North Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $174 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Cozy Eco-friendly Room w/ Earth Tone Decor, Short Walk to River North Spots
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $209 per night (USD)VRBO
- Click For Pricing
VRBO
Blueground | River North, pool & gym, nr Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely Near North furnished two bedroom apart ...
Click For PricingVRBO
- From $252 per night (USD)
Expedia
Blueground | River North, balcony & pool, nr Pier
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $252 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this pretty two bedroom Blueground apartment. You’ll love coming h ...
From $150 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...
From $112 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Blueground | Streeterville, rooftop, pool, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished one bedroom apar ...
From $125 per night (USD)VRBO
- From $117 per night (USD)
Expedia
Blueground | Gold Coast, BBQ & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $117 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Blueground | River North, rooftop & pool, nr Mart
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this roomy one bedroom Blueground apartment. You’ll love coming ho ...
From $204 per night (USD)VRBO
- From $2913 per night (USD)
Expedia
Luxury Downtown 4BR | Exclusive Design PH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Elevate your Chicago experience in this breathtaking, luxury penthouse. Imagine stepping onto your expansive pr ...
From $2913 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Blueground | Gold Coast, rooftop & gym, nr Hancock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Streeterville furnished two bedroom a ...
From $126 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Blueground | Gold Coast, BBQ & gym, nr Hancock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $129 per night (USD)Expedia
- Click For Pricing
VRBO
Blueground | River North, pool & gym, nr Mile
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this beautiful two bedroom Blueground apartment. You’ll love comin ...
Click For PricingVRBO
- From $121 per night (USD)
Expedia
Blueground | River North, pool & gym, nr Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North. It’ll be easy to simply show up and start l ...
From $121 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Blueground | Streeterville, rooftop, pool, nr Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Streeterville furnished one bedroom ...
From $216 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Blueground | The Loop, pool & w/d, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Chicago Loop furnished one bedr ...
From $154 per night (USD)Expedia
- Click For Pricing
VRBO
City View Smart, luxurious 1bd apartment - Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City View Smart, luxurious 1BD apartment with stunning Chicago skyline views, a personalized Pilates reformer, and centr ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming 2-bedroom condo with AC and WiFi in lakefront downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Unwind in Chicago at this charming condo. With 2 bedrooms featuring 2 queen beds, 2 bathrooms with a shower with body so ...
Click For PricingExpedia